$158 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 7/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Thu, Aug 27 - Fri, Sep 4
Delta Logo
5:49 pm - 12:34 am
SJU
-
SDF
6h 45m
1 stop
Delta Logo
3:24 pm - 10:23 pm
SDF
-
SJU
6h 59m
1 stop
$316Delta
Wed, Oct 21 - Sun, Oct 25
American Airlines Logo
3:25 pm - 10:55 pm
SJU
-
SDF
7h 30m
1 stop
American Airlines Logo
8:55 am - 11:50 pm
SDF
-
SJU
14h 55m
1 stop
$326American Airlines
Wed, Aug 5 - Wed, Oct 21
American Airlines Logo
6:51 am - 5:47 pm
SJU
-
SDF
10h 56m
1 stop
American Airlines Logo
6:45 am - 4:10 pm
SDF
-
SJU
9h 25m
1 stop
$338American Airlines
Wed, Aug 5 - Wed, Oct 21
American Airlines Logo
7:05 am - 11:17 pm
SJU
-
SDF
16h 12m
1 stop
American Airlines Logo
10:09 am - 8:10 pm
SDF
-
SJU
10h 01m
2 stops
$348American Airlines
Thu, Aug 27 - Fri, Sep 4
Delta Logo
5:49 pm - 12:34 am
SJU
-
SDF
6h 45m
1 stop
Delta Logo
6:00 am - 1:30 pm
SDF
-
SJU
7h 30m
1 stop
$366Delta
Mon, Sep 7 - Wed, Sep 9
Southwest Logo
5:30 am - 3:30 pm
SJU
-
SDF
10h 00m
1 stop
Southwest Logo
5:30 am - 12:50 pm
SDF
-
SJU
7h 20m
1 stop
$371Southwest
Mon, Sep 7 - Wed, Sep 9
Southwest Logo
5:30 am - 3:30 pm
SJU
-
SDF
10h 00m
1 stop
Southwest Logo
5:30 am - 4:25 pm
SDF
-
SJU
10h 55m
2 stops
$376Southwest
Thu, Aug 27 - Fri, Sep 4
American Airlines Logo
6:51 am - 7:25 pm
SJU
-
SDF
12h 34m
2 stops
American Airlines Logo
7:31 am - 10:24 pm
SDF
-
SJU
14h 53m
1 stop
$401American Airlines
Fri, Nov 6 - Mon, Nov 9
United Airlines Logo
12:52 pm - 4:49 pm
STI
-
SDF
28h 57m
2 stops
United Airlines Logo
5:35 am - 11:51 pm
SDF
-
STI
17h 16m
2 stops
$672United Airlines
Fri, Nov 6 - Mon, Nov 9
United Airlines Logo
12:52 pm - 11:15 pm
STI
-
SDF
11h 23m
1 stop
United Airlines Logo
6:30 am - 11:51 pm
SDF
-
STI
16h 21m
1 stop
$755United Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$149
Best time to beat the crowds with an average 36% drop in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11654 reviews
7.2Comfort
7.9Crew
7.5Boarding
6.4Food
6.9Entertainment
Airline reviews

Fine. Nothing to write home about. The plane left on time, and arrived on time.

6.0 GoodRobert, May 2026
PHL - CLE
Read more American Airlines reviews

Fine. Nothing to write home about. The plane left on time, and arrived on time.

I was downgraded from first class to coach due to an airplane change. They pulled me out of line and I was the very last person to board the plane stuck in the middle seat with no overhead place to put my carry-.on. Very poor customer service.

Seat comfort was poor (no lumbar or lower back support).

The airplane seats were spacious and comfortable, and the flight attendants were friendly and attentive. The food was delicious like never before. The blankets and toiletries were thoughtfully provided. The captain's navigation was steady and reliable. In short, having flown with Starlux, I won't consider any other airline next time.

STOP MAKING THE SEATING SO CRAMPED. WE NEED A PASSENGER BILL OF RIGHTS!

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

We had several flights and they were all on-time and flawless

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

The small flights with Valet Luggage has a poor service

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Louisville (SDF)